Sv. Ley et al., SYNTHESIS OF THE ACYLTETRONIC ACID IONOPHORE TETRONASIN (ICI-M139603), Journal of the Chemical Society. Perkin transactions. I (Print), (15), 1998, pp. 2259-2276
A synthetic strategy for the preparation of tetronasin 1, an acyltetro
nic acid ionophore demonstrating antibiotic, antiparasitic and growth
promotion in ruminants is described. The key step involves a metal med
iated cyclization reaction which creates two rings and four new stereo
centres in a highly efficient manner. The configurations of three of t
hese stereocentres are as required for the synthesis of tetronasin. Th
e remaining stereocentre is readily epimerised to the natural configur
ation at a later stage of the synthesis.